Explore top 2026 4 Star Hotels in Jacksonville Historic District

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Top Jacksonville Historic District 4 Star hotels

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $224 total per night from Jul 1 to Jul 2
$224 total
Jul 1 - Jul 2
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...
9.6/10 Exceptional! (1,009 reviews)
"Couldn't recommend this place highly enough. Everything from the check-in to breakfast was perfect."

Reviewed on Jun 27, 2026

Opens in a new windowCompass by Margaritaville in Medford
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
1677 Old Stage Rd Central Point OR
$164 nightly
The price is $167 total per night from Jul 14 to Jul 15
$167 total
Jul 14 - Jul 15
Total with taxes and fees
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and ...
9.6/10 Exceptional! (168 reviews)
"The building is lovely, as are the grounds. Staff was friendly and helpful."

Reviewed on Jun 29, 2026

Opens in a new windowHummingbird Estate Wine & Suites
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St Ashland OR
$276 nightly
The price is $308 total per night from Jul 6 to Jul 7
$308 total
Jul 6 - Jul 7
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, ...
9.2/10 Wonderful! (600 reviews)
"McCall Boutique was an excellent stay! We will definitely be back for a return visit."

Reviewed on Jun 26, 2026

Opens in a new windowMcCall House Boutique Inn
Country Willows Inn and Estate

Country Willows Inn and Estate

4 out of 5
1313 Clay St Ashland OR
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $286 total per night from Jul 1 to Jul 2
$286 total
Jul 1 - Jul 2
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast ...
9.8/10 Exceptional! (37 reviews)
"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"

Reviewed on May 10, 2026

Opens in a new windowCountry Willows Inn and Estate
Arden Forest Inn

Arden Forest Inn

4 out of 5
261 W Hersey St Ashland OR
$182 nightly
The price is $203 total per night from Jul 19 to Jul 20
$203 total
Jul 19 - Jul 20
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and ...
9.8/10 Exceptional! (104 reviews)
"Lovely property hidden in a quiet neighborhood, walking distance to downtown and Oregon Shakespeare Theatre. Could use a quieter bathroom fan but all else good!"

Reviewed on May 21, 2026

Opens in a new windowArden Forest Inn
Paschal Winery

Paschal Winery

4.5 out of 5
1122 Suncrest Rd Talent OR
$406 nightly
The price is $413 total per night from Jul 1 to Jul 2
$413 total
Jul 1 - Jul 2
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
9.8/10 Exceptional! (19 reviews)
"The property is at a winery with beautiful views of swans and a new baby swan, and the surrounding vineyards. The grounds are in good condition and the areas next to winery are lush and green with lots of things to look at. The winery itself has good food and even better wine. The Glamp Cottage trailer ..."

Reviewed on Jun 12, 2026

Opens in a new windowPaschal Winery
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4 out of 5
1023 E Main St Ashland OR
$316 nightly
The price is $352 total per night from Jul 3 to Jul 4
$352 total
Jul 3 - Jul 4
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on ...
10/10 Exceptional! (8 reviews)
"Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals."

Reviewed on Mar 10, 2026

Opens in a new windowBarclay Klum House by WanderLodges
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

4 out of 5
78 N Mountain Ave Ashland OR
$394 nightly
The price is $439 total per night from Jul 27 to Jul 28
$439 total
Jul 27 - Jul 28
Total with taxes and fees
This vacation home features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.
10/10 Exceptional! (7 reviews)
"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"

Reviewed on Sep 27, 2025

Opens in a new windowThe Mountain Ave House by WanderLodges
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
39 4th St Ashland OR
$277 nightly
The price is $309 total per night from Jul 28 to Jul 29
$309 total
Jul 28 - Jul 29
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. ...
10/10 Exceptional! (3 reviews)
"Thoughtfully arranged and provisioned. A hidden gem."

Reviewed on Dec 14, 2025

Opens in a new windowHanna's House by WanderLodges
Inn at the Commons

Inn at the Commons

4 out of 5
200 N Riverside Ave Medford OR
This inn features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking. A 24-hour ...
Opens in a new windowInn at the Commons
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